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Issue 5, 2011
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New thioxanthone and xanthone photoinitiators based on silyl radical chemistry

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Abstract

The ability of a new efficient photoinitiator (TXSi), based on the well-known thioxanthone chromophore linked to a disilylacetylene moiety and exhibiting a red-shifted absorption, to initiate both free radical polymerization and cationic polymerization is checked. A comparison with the parent compound (isopropylthioxanthone) is provided. High rates of polymerization and high final conversions are obtained. The migration of TXSi out of the polymer film is noticeably reduced (3-fold factor) compared to that observed with ITX. A similar modification of the xanthone chromophore (XTSi) also leads to an efficient cleavable photoinitiator and opens a door for the design of a new class of potentially interesting compounds for UV curing applications. As characterized by ESR spin trapping, TXSi and XTSi generate silyl radicals under light irradiation evidencing a Type I photoinitiator character. The analysis of the excited state processes through laser flash photolysis and molecular orbital calculations allows explaining the observed photochemical behavior.

Graphical abstract: New thioxanthone and xanthone photoinitiators based on silyl radical chemistry

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Publication details

The article was received on 01 Dec 2010, accepted on 27 Jan 2011 and first published on 28 Feb 2011


Article type: Paper
DOI: 10.1039/C0PY00392A
Citation: Polym. Chem., 2011,2, 1077-1084
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    New thioxanthone and xanthone photoinitiators based on silyl radical chemistry

    J. Lalevée, N. Blanchard, M. A. Tehfe, C. Fries, F. Morlet-Savary, D. Gigmes and J. P. Fouassier, Polym. Chem., 2011, 2, 1077
    DOI: 10.1039/C0PY00392A

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